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611-21-2

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611-21-2 Usage

Chemical Properties

Clear liquid, darkening on storage

Uses

Reactant for:Palladium-catalyzed coupling reactionsPalladium-catalyzed amination of bromoindazoles

Synthesis Reference(s)

Tetrahedron, 42, p. 4027, 1986 DOI: 10.1016/S0040-4020(01)87558-X

General Description

N-Methyl-o-toluidine can be synthesized by reacting o-toluidine and benzotriazole.

Check Digit Verification of cas no

The CAS Registry Mumber 611-21-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 1 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 611-21:
(5*6)+(4*1)+(3*1)+(2*2)+(1*1)=42
42 % 10 = 2
So 611-21-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H11N/c1-7-5-3-4-6-8(7)9-2/h3-6,9H,1-2H3

611-21-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N-METHYL-O-TOLUIDINE

1.2 Other means of identification

Product number -
Other names Benzenamine, N,2-dimethyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:611-21-2 SDS

611-21-2Relevant articles and documents

Synthesis of N-Alkyl Anilines from Arenes via Iron-Promoted Aromatic C-H Amination

Falk, Eric,Gasser, Valentina C. M.,Morandi, Bill

supporting information, p. 1422 - 1426 (2021/03/08)

We report both an intermolecular C-H amination of arenes to access N-methylanilines and an intramolecular variant for the synthesis of tetrahydroquinolines. A newly developed, highly electrophilic aminating reagent was key for the direct synthesis of unprotected N-methylanilines from simple arenes. The reactions display a broad functional group tolerance and employ catalytic amounts of a benign iron salt under mild reaction conditions.

Method for realizing N-alkylation by using alcohols as carbon source under photocatalysis

-

Paragraph 0048-0057, (2021/03/13)

The invention discloses a method for realizing N-alkylation by using alcohols as a carbon source under photocatalysis, and belongs to the technical field of catalytic synthesis. Alcohol, a substrate raw material and a catalyst are placed in a reaction device, ultraviolet and/or visible light irradiation is carried out in an inert atmosphere, after the irradiation is finished, solid-liquid separation is carried out to remove the catalyst, and an N-alkylation product can be obtained through extraction, distillation and purification, wherein the substrate raw material comprises any one of an amine compound, an aromatic nitro compound or an aromatic nitrile compound, the alcohol comprises any one or more of soluble primary alcohols, and the catalyst is metal oxide/titanium dioxide or metal sulfide/titanium dioxide. The method is simple and easy to operate, can be used for efficient photocatalysis one-pot multi-step hydrogenation N-alkylation reaction, and is mild in reaction condition, high in chemical selectivity of N-alkylamine, good in catalyst stability and easy to recycle.

Efficient methylation of anilines with methanol catalysed by cyclometalated ruthenium complexes

Piehl, Patrick,Amuso, Roberta,Spannenberg, Anke,Gabriele, Bartolo,Neumann, Helfried,Beller, Matthias

, p. 2512 - 2517 (2021/04/22)

Cyclometalated ruthenium complexes4-10allow the effective methylation of anilines with methanol to selectively giveN-methylanilines. This hydrogen autotransfer procedure proceeds under mild conditions (60 °C) in a practical manner (NaOH as base). Mechanistic investigations suggest an active homogenous ruthenium complex and β-hydride elimination of methanol as the rate determining step.

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